1-Benzyl 2-Methyl (2R)-5-Oxopyrrolidine-1,2-dicarboxylate - CAS 690211-34-8

Catalog:	BB073708
Product Name:	1-Benzyl 2-Methyl (2R)-5-Oxopyrrolidine-1,2-dicarboxylate
CAS:	690211-34-8
Synonyms:	1-Benzyl 2-Methyl (R)-5-Oxopyrrolidine-1,2-dicarboxylate

Technical Data

IUPAC Name:	1-O-benzyl 2-O-methyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate
Description:	1-Benzyl 2-Methyl (2R)-5-Oxopyrrolidine-1,2-dicarboxylate is an intermediate in the synthesis of (+)-Anatoxin A Hydrochloride (A653360), a secondary, bicyclic amine alkaloid and cyanotoxin with acute neurotoxicity. The toxin is produced by at least four different genera of cyanobacteria and has been reported in North America, Europe, Africa, Asia, and New Zealand. Symptoms of anatoxin exposure are loss of coordination, muscular fasciculations, convulsions and death by respiratory paralysis.
Molecular Weight:	277.27
Molecular Formula:	C14H15NO5
Canonical SMILES:	COC(=O)C1CCC(=O)N1C(=O)OCC2=CC=CC=C2
InChI:	InChI=1S/C14H15NO5/c1-19-13(17)11-7-8-12(16)15(11)14(18)20-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3/t11-/m1/s1
InChI Key:	MBOBZGBHABMDMC-LLVKDONJSA-N
Solubility:	Dichloromethane
Appearance:	Light Yellow Oil
References:	Ueno, Y., et al. Carcinogenesis, 17, 1317 (1996); Yu, F., et al. J. Agric Food Chem., 50, 4176 (2002); Welker, M., et al. Environ. Toxicol., 17, 367 (2002); Furey, A., et al. Toxicon, 41, 297 (2003).

Complexity:	389
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	1
Defined Bond Stereocenter Count:	0
Exact Mass:	277.09502258
Formal Charge:	0
Heavy Atom Count:	20
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	277.09502258
Rotatable Bond Count:	5
Topological Polar Surface Area:	72.9Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.4